IS JERRY JACKS SECRETLY WORKING WITH SIDWELL?

Josslyn’s WSB recruitment might be connected to a massive Port Charles conspiracy

Behind Josslyn Jacks’ surprising induction into the WSB lies a web of conspiracy that might lead straight to her villainous uncle. Recent developments suggest Jack Brennan didn’t recruit Joss merely on a whim—he had a calculated agenda tied to the brewing chaos in Port Charles.

JOSSLYN’S PATH TO THE WSB WAS PAVED WITH PERSONAL TRAGEDY

Josslyn didn’t join the WSB through conventional channels. After her boyfriend Dex Heller was murdered, she dedicated herself to hunting down the killer. This investigation led her straight to Cyrus Renault, culminating in a confrontation where Joss shot him in self-defense. Panicking, she turned to Brennan for help, who agreed to cover up the incident—with one condition: Josslyn had to join the WSB.

This wasn’t a random recruitment but a strategic move by Brennan. By bringing Joss into the agency, he gained someone with personal connections to Port Charles’ criminal underworld through her stepfather Sonny Corinthos and a burning desire for justice. Josslyn herself admitted to her handler Vaughn that she joined because she’d “seen people die and wants justice.”

THE JEROME CONNECTION AND PIKEMAN MYSTERY

One explosive theory circulating suggests that Olivia Jerome could be connected to Pikeman, the arms trafficking organization that’s been terrorizing Port Charles. Though Anna Devane supposedly identified Olivia’s body, suggesting she was murdered, many remain unconvinced of her demise.

Could Olivia Jerome have faked her death to continue orchestrating chaos from the shadows? The suspicion gains credibility when considering the systematic attacks on the Five Families, which bear the hallmarks of a personal vendetta. If Olivia is involved with Pikeman, she would need allies on the outside.

SIDWELL’S CASSADINE OBSESSION RAISES RED FLAGS

Enter Jenz Sidwell, the mysterious newcomer who purchased Wyndemere, the Cassadine family estate. His interest in Cassadine history extends beyond casual curiosity—he presented Alexis Davis with the very dagger Mikkos Cassadine used to kill her mother, a relic thought lost decades ago.

Sidwell’s mercenary resources and abrupt influence in Port Charles have fueled rumors that he might be connected to Pikeman. Interestingly, Brennan—a former Pikeman head himself—has shown reluctance to pursue Sidwell, suggesting either inside knowledge or secret orders to keep distance.

**Could Olivia Jerome and Sidwell be working together? She provides the mob connections and motivations for revenge, while he contributes resources and military expertise. Together, they form a dangerous alliance blending old-school mob tactics with Cassadine-style criminal enterprise.

JERRY JACKS: THE WILD CARD IN THE CONSPIRACY

The most intriguing piece of this puzzle might be Jerry Jacks, Josslyn’s notorious uncle and international criminal. Speculation suggests Jerry could be acting as the hired gun for Olivia and/or Sidwell’s operation.

Jerry’s specific skillset—assassination, kidnapping, and retrieving rare artifacts—aligns perfectly with recent mysterious events in Port Charles. It’s even possible he retrieved the Cassadine dagger that Sidwell presented to Alexis—a weapon with ties to the Jerome family’s darkest chapter.

When Sonny’s penthouse was bombed, initial suspicions pointed to Sidwell. However, later hints suggested otherwise, opening the door for alternative perpetrators. Given Jerry’s longstanding hatred for Sonny, could he have planted that bomb either on Sidwell’s orders or for his own vendetta?

WAS JERRY INVOLVED IN MORGAN’S DISAPPEARANCE?

Perhaps the most shocking theory connects Jerry to the car bomb that supposedly killed Morgan Corinthos in 2016. While Olivia Jerome confessed to planting that bomb (intended for her brother Julian), Morgan’s body was never recovered.

Could Jerry have been lurking nearby, perhaps coordinating with Olivia or cleaning up afterward? Some speculate he might have snatched Morgan from the crash site—whether to protect him, use him as leverage against Sonny, or for some other nefarious purpose.

This wouldn’t be unprecedented behavior for Jerry, who once kidnapped his own niece Josslyn as part of a scheme. If Jerry removed Morgan from Port Charles, it means Sonny’s son could still be alive somewhere, possibly with amnesia or being held captive, awaiting a dramatic return.

THE JOSSLYN RECRUITMENT CONNECTION

All these threads converge to explain why Brennan specifically recruited Josslyn into the WSB. Consider the scenario: Sidwell (possibly allied with a presumed-dead Olivia Jerome) orchestrates chaos via Pikeman to eliminate mob bosses and settle old scores. Jerry Jacks performs the dirty work—from bombings to artifact retrieval—and might be implicated in Morgan’s fate.

The WSB needs to dismantle these threats, and Brennan recognized that Josslyn has connections to all aspects of this conspiracy: her stepfather Sonny is a Pikeman target, her late brother Morgan was caught in the Jerome feud, and her uncle Jerry may be directly involved. By recruiting Joss, Brennan gains an insider with personal stakes and family insight.

As a WSB trainee, Josslyn can now investigate these mysteries under official supervision. There are even whispers that she might eventually confront corruption within the WSB itself—possibly taking down Brennan if he goes rogue or dealing with Sidwell if his Pikeman ties implicate agency corruption.

One thing is certain: Josslyn’s recruitment is no coincidence. It’s the WSB’s calculated response to the convergence of Jerome, Cassadine, and Jacks family intrigues threatening to tear Port Charles apart.